Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA008843
PROPERTIES
| NPAID | NPA008843 |
|---|---|
| CLUSTER ID | 1206 |
| NODE ID | 1025 |
| NAME | Thienamycin |
| FORMULA | C11H16N2O4S |
| MOLECULAR WEIGHT (Da) | 272.3260 |
| ACCURATE MASS (Da) | 272.0831 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Streptomyces |
| ORIGIN SPECIES | cattleya |
| InChIKey | WKDDRNSBRWANNC-LPBDRPKESA-N |
| InChI | InChI=1S/C11H16N2O4S/c1-5(14)8-6-4-7(18-3-2-12)9(11(16)17)13(6)10(8)15/h5-6,8,14H,2-4,12H2,1H3,(H,16,17)/t5-,6-,8?/m1/s1 |
| SMILES | C[C@H](C1[C@H]2CC(=C(N2C1=O)C(=O)O)SCCN)O |
ORIGINAL ISOLATION REFERENCE
| CITATION | Kahan, J S; Kahan, F M; Goegelman, R; Currie, S A; Jackson, M; Stapley, E O; Miller, T W; Miller, A K; Hendlin, D; Mochales, S; Hernandez, S; Woodruff, H B; Birnbaum, J Thienamycin, a new β-lactam antibiotic. I. Discovery, taxonomy, isolation and physical properties Journal of Antibiotics 1979 32 (1) 1. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.32.1 | PMID | 761989 |
SYNTHESES
| CITATION 1 | Salzmann TN; Ratcliffe RW; Bouffard FA; Christensen BG A stereocontrolled, enantiomerically specific total synthesis of thienamycin. Philosophical Transactions of the Royal Society B: Biological Sciences 1980 289 (1036) 191-5. DOI: 10.1098/rstb.1980.0037 PMID: 6109315 | ||
|---|---|---|---|
| CITATION 2 | Tatsuta K; Takahashi M; Tanaka N; Chikauchi K Novel synthesis of (+)-4-acetoxy-3-hydroxyethyl-2-azetidinone from carbohydrate. A formal total synthesis of (+)-thienamycin. Journal of Antibiotics 2000 53 (10) 1231-4. DOI: 10.7164/antibiotics.53.1231 PMID: 11132974 | ||
